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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845281Generated: October 30, 2026

Dimethyl Sulfoxide → Methyl 2'-cyano-4'-methyl-5-(thiazol-2-yloxy)biphenyl-3-carboxylate

https://huagongshe.com/reaction/1845281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant2-BromothiazoleHCID 76430—
ReactantMethyl 2'-cyano-5-hydroxy-4'-methylbiphenyl-3-carboxylateHCID 58187996—
SolventEthyl AcetateHCID 8857—
ProductMethyl 2'-cyano-4'-methyl-5-(thiazol-2-yloxy)biphenyl-3-carboxylateHCID 58188177—

Reaction Conditions

Temperature135 °C

Reaction Steps

A stirred mixture of methyl 2′-cyano-5-hydroxy-4′-methylbiphenyl-3-carboxylate (350 mg, 1.2 mmol), potassium carbonate (363 mg, 2.63 mmol), 2-bromothiazole (431 mg, 2.63 mmol), and dimethyl sulfoxide (10 mL) was heated at 135° C. overnight. After cooling, the reaction mixture was diluted with EtOAc. The organic phase was washed with aq. NaHCO3 (sat.), dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by flash chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-e11f49f983a74f3e822c4b20fcd06f6a
Source noteuspto-grants-2015_02